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The Architecture of My Side Projects

5 min read By Craig Merry
Side Projects Career Work-Life Balance Creativity

A friend recently told me she felt stuck.

Not stuck because she wasn’t capable. Not stuck because she wasn’t working hard or earned the next level up.

Stuck because her level at work had quietly become a ceiling.

No promotion. No new scope. No real acknowledgment of growth. Just… stability.

And stability can be good. But it can also feel like compression.

That conversation made me reflect on something I’ve been doing for years almost subconsciously: building side projects as a form of creative oxygen.

This post is about how I choose them, why I build them, and how I balance them with being a dad, sleeping, and doing my actual job well.

Why I Do Side Projects

Side projects are not résumé padding.

They’re not hustle culture.

They’re not “escape plans.”

They are freedom practice.

At work, even in good roles, you operate inside constraints:

  • Governance
  • Budget cycles
  • Approval layers
  • Risk tolerance
  • Organizational inertia

That’s not a complaint. It’s just reality.

But outside of work, I get to:

  • Experiment with tools before they’re approved
  • Try architectural ideas that would never pass committee
  • Explore ideas that are 80% curiosity and 20% practicality
  • Follow instinct instead of roadmap

Side projects are where I explore:

  • AI agents
  • Robotics frameworks
  • Flutter experiments
  • Tooling ecosystems
  • New mental models for systems design

They’re my R&D lab.

And importantly: they are self-directed. That autonomy matters more than most people realize.

How I Choose a Side Project

I don’t choose projects based on market size.

I choose based on tension.

There’s usually one of three triggers:

1. Technical Friction

“I wish this existed.”

Maybe I hit a wall in a tool. Maybe something feels clunky. Maybe a concept is missing a framework.

That friction becomes a prototype.

2. Conceptual Curiosity

“What would it look like if…?”

What if AI agents were structured like organizations? What if robotics frameworks were modular like DNS? What if knowledge systems were treated as living memory?

These aren’t immediate business ideas. They’re conceptual explorations.

3. Identity Alignment

“Does this feel like me?”

If a project feels forced, it dies.

If it feels like a natural extension of how I think — systems, structure, architecture, experimentation — it sticks.

The Hidden Benefit: Emotional Risk Diversification

If your entire sense of growth lives inside your job title, you are emotionally leveraged.

That’s dangerous.

When your work identity and your creative identity are fused into one pipeline, any slowdown in that pipeline feels existential.

Side projects create:

  • Independent progress
  • Independent learning
  • Independent momentum

If work is stable but slow? I’m still growing.

If work is intense? I can dial projects down.

If a promotion doesn’t happen? My growth graph doesn’t flatline.

That diversification is psychological stability.

The Balance Problem

Here’s the part people don’t talk about.

Unbounded creativity will eat your life.

So I operate with constraints.

Rule 1: Sleep Wins

If I’m tired, the project pauses. Cognitive sharpness matters more than iteration velocity. Apply this all areas of personal care.

Rule 2: Dad First

Kids don’t care about frameworks. They care about presence.

No side project is worth being half-there.

Rule 3: Work Integrity

My job funds my freedom.

If my performance slips because of side work, I’ve broken the system.

Side projects must never cannibalize professional responsibility.

How I Prevent Burnout

I treat side projects like modular services, not monoliths.

  • Small experiments.
  • Clear stopping points.
  • No obligation to ship.
  • No guilt if abandoned.

If something stops being energizing, it’s archived — not mourned.

The goal isn’t completion. The goal is exploration.

On Promotions and Feeling “Stuck”

Here’s something I believe strongly:

Organizations promote based on their needs, not your internal growth curve.

Sometimes you outgrow a level before the system recognizes it.

Sometimes the organization simply doesn’t need the next version of you yet.

That doesn’t mean you stop becoming it.

Side projects let you become the next version of yourself before someone gives you permission.

And that changes how you evaluate work.

Instead of:

“Does this job validate me?”

It becomes:

“Does this job give me stability, learning, and space to build?”

That’s a very different equation.

My Filter for Where I Work

Work needs to:

  • Be intellectually honest
  • Allow autonomy within reason
  • Not punish curiosity
  • Respect boundaries

If a workplace suffocates exploration or punishes outside building, that’s a signal.

My professional choices are informed by whether I can remain creatively alive outside of work.

Because that creative layer is not optional for me.

It’s foundational.

The Real Goal

Side projects are not about escape.

They’re about maintaining agency.

They’re about not waiting.

They’re about building muscles you might need later.

And most of all — they’re about staying in motion.

You don’t need a title change to evolve.

You just need a space to experiment.

And sometimes that space is a GitHub repo at 9:30 PM after the house is quiet and the world finally slows down.